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A quintessentially New England city, Boston has played a paramount role in the United States' history, culture, and politics. It is home to Harvard University and the birthplace of several influential figures including John F. Kennedy, Sylvia Plath, and Malcolm X. Although it's relatively small and incredibly walkable, the sheer number of attractions often makes it seem a lot larger.
Basing yourself in Boston is a great start to any Massachusetts or New England road trip. From here, you can easily explore destinations such as Cape Ann, the Berkshires, Maine, or even Vermont. You can book a reliable Boston car rental with our partners Enjoy Travel.
Guide to Boston
Boston is loveliest between May and November, as that's when the weather is at its balmiest. The Harvard, MIT and Boston University campuses look picturesque at this time as they welcome new students just in time for the start of the Fall semester. The weather gets bitingly cold between November and December, so a good pair of leg warmers and a thick jacket would keep you toasty as you duck into one of the many pubs filled with tipsy intellectuals.
The most notable neighborhoods in Boston are: Cambridge, the intellectual hotbed as it is home to both Harvard and MIT; Beacon Hill, where even the air smells of old money; North End, also known as Boston's Little Italy; and Fenway/Kenmore, the entertainment district where you'll find all the museums, blues and jazz pubs, top-rated restaurants, and sports grounds.
What to do in Boston
Walk the Freedom Trail and enjoy Italian food
Walk the Freedom Trail, a 2.5-mile path paved in red brick-lined with several major historic attractions including Faneuil Hall, Old North Church, the Paul Revere House, King’s Chapel and the Bunker Hill Monument. Head to North End for all the treats that come along with a considerable Italian immigrant population, including pizzas, pastas, gelatos, cannolis and coffee.
If your 'gram is feeling neglected, then Acorn Hill's charming cobblestone streets, 19th-century Victorian row houses and seasonal decorations outside each home will have that problem sorted. The visiting intellectuals need not worry, for Boston's Public Library will have you wandering its 218-foot-long reading room with arch ceilings for hours.
Museums & sporting events
Alternatively, the city's finest museums, including the Institute of Contemporary Arts and the Boston Tea Party Ships and Museum are also well worth a visit. Sports fans can catch a Red Sox, Celtics, or Bruins game at Fenway Park, one of the city's oldest and most revered stadiums.
Eating out in Boston
Do not miss the traditional Boston baked beans and toast with a side of New England clam chowder before biting into a Boston cream pie to satiate your sweet tooth. You haven't truly visited New England until you've had a lobster roll. So if it's your first time in the city, make a beeline to James Hook & Co or Legal Harborside. If not, then the Oyster House, which is located in a gorgeous Georgian brick building, has served excellent fare to the likes of Franklin Roosevelt and John F. Kennedy.
Transport in Boston
Public transportation & taxis
Purchase a CharlieCard to access the MBTA, the city's public bus and train network. Alternatively, cab services such Uber and Lyft are also readily available.
Driving in Boston
Car rentals are a popular choice for those looking to travel to the other parts of New England at their convenience. The most popular car rental agencies are Enterprise, Budget, Hertz and Alamo. Enjoy Travel is available for comparing and contrasting all the best deals and pre-booking your vehicle for a seamless trip to Boston.
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